191658-67-0

Upstream product

• 31503-17-0 (-)-(1R,2R,3R,4S)-1,7,7-trimethyl-2-phenyl-bicyclo[2.2.1]heptane-2,3-diol 
• 191658-68-1 C₆H₁₁BO₄ 

Downstream Products

• 191658-64-7 ethyl 4-hydroxy-2-methylene-4-(3,4,5-trimethoxyphenyl)butanoate 
• 1017293-15-0 3-methylene-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran-2-one 
• 109958-04-5 (4S)-2-methylene-4-phenyl-γ-butyrolactone 
• 292081-22-2 ethyl 4-hydroxy-2-methylene-4-phenylbutanoate 
• 109907-81-5 ethyl 4-hydroxy-2-methylene-4-phenylbutanoate 
• 82112-60-5 3-methylene-5-ethyltetrahydrofuran-2-one 
• 1016982-84-5 3-methylene-5-ethyltetrahydrofuran-2-one 

Relevant academic research and scientific papers

Enantioselective addition of β-functionalized allylboronates to aldehydes and aldimines. Stereocontrolled synthesis of α-methylene-γ-lactones and lactams

We report results regarding the development of condensations of chiral β-alkoxycarbonylallylboronates on aldehydes and imines. These allylboronates add in a highly enantioselective and diastereospecific manner to afford biologically and synthetically useful chiral α-methylene-γ-butyrolactones and lactams. The nature of the electrophile (aldehyde vs imine) is shown to have a dramatic influence on the mechanism of the reaction, probably directing the stereoselectivity of the process through different transition states.